Watson-Crick Base Pairing, Electronic and Photophysical Properties of Triazole Modified Adenine Analogues: A Computational Study

Handle URI:
http://hdl.handle.net/10754/578793
Title:
Watson-Crick Base Pairing, Electronic and Photophysical Properties of Triazole Modified Adenine Analogues: A Computational Study
Authors:
Das, Shubhajit; Samanta, Pralok K; Pati, Swapan
Abstract:
We employ first-principles Density Functional Theory (DFT) and time-dependent DFT (TDDFT) to elucidate structural, electronic and optical properties of a few recently reported triazole adenine nucleobase analogues. The results are compared against the findings obtained for both natural adenine nucleobase and available experimental data. The optical absorption of these adenine analogues are calculated both in gas-phase and in solvent (methanol) using Polarized Continuum Model (PCM). We find that all the analogues show a red-shifted absorption profile as compared to adenine. Our simulated emission spectra in solvent compare fairly well with experimentally observed results. We investigate base paring ability of these adenine analogues with thymine. The calculations on the intrinsic stability of these base pairs ascertain that all the adenine analogues form the hydrogen bonded Watson-Crick base pair with similar H-bonding energy as obtained for natural adenine-thymine base pair. In our study, we provide a microscopic origin of the low-energy absorption and emission peaks, observed experimentally.
KAUST Department:
Solar and Photovoltaic Engineering Research Center (SPERC)
Citation:
Watson-Crick Base Pairing, Electronic and Photophysical Properties of Triazole Modified Adenine Analogues: A Computational Study 2015 New J. Chem.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
New J. Chem.
Issue Date:
17-Sep-2015
DOI:
10.1039/C5NJ01566A
Type:
Article
ISSN:
1144-0546; 1369-9261
Additional Links:
http://pubs.rsc.org/en/Content/ArticleLanding/2015/NJ/C5NJ01566A
Appears in Collections:
Articles; Solar and Photovoltaic Engineering Research Center (SPERC)

Full metadata record

DC FieldValue Language
dc.contributor.authorDas, Shubhajiten
dc.contributor.authorSamanta, Pralok Ken
dc.contributor.authorPati, Swapanen
dc.date.accessioned2015-09-29T05:27:30Zen
dc.date.available2015-09-29T05:27:30Zen
dc.date.issued2015-09-17en
dc.identifier.citationWatson-Crick Base Pairing, Electronic and Photophysical Properties of Triazole Modified Adenine Analogues: A Computational Study 2015 New J. Chem.en
dc.identifier.issn1144-0546en
dc.identifier.issn1369-9261en
dc.identifier.doi10.1039/C5NJ01566Aen
dc.identifier.urihttp://hdl.handle.net/10754/578793en
dc.description.abstractWe employ first-principles Density Functional Theory (DFT) and time-dependent DFT (TDDFT) to elucidate structural, electronic and optical properties of a few recently reported triazole adenine nucleobase analogues. The results are compared against the findings obtained for both natural adenine nucleobase and available experimental data. The optical absorption of these adenine analogues are calculated both in gas-phase and in solvent (methanol) using Polarized Continuum Model (PCM). We find that all the analogues show a red-shifted absorption profile as compared to adenine. Our simulated emission spectra in solvent compare fairly well with experimentally observed results. We investigate base paring ability of these adenine analogues with thymine. The calculations on the intrinsic stability of these base pairs ascertain that all the adenine analogues form the hydrogen bonded Watson-Crick base pair with similar H-bonding energy as obtained for natural adenine-thymine base pair. In our study, we provide a microscopic origin of the low-energy absorption and emission peaks, observed experimentally.en
dc.language.isoenen
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://pubs.rsc.org/en/Content/ArticleLanding/2015/NJ/C5NJ01566Aen
dc.rightsArchived with thanks to New J. Chem.en
dc.titleWatson-Crick Base Pairing, Electronic and Photophysical Properties of Triazole Modified Adenine Analogues: A Computational Studyen
dc.typeArticleen
dc.contributor.departmentSolar and Photovoltaic Engineering Research Center (SPERC)en
dc.identifier.journalNew J. Chem.en
dc.eprint.versionPost-printen
dc.contributor.institutionNew Chemistry Unit, and Theoretical Sciences Unit, Jawaharlal Nehru Centre for Advanced Scientific Research, Bangalore 560064, Indiaen
dc.contributor.affiliationKing Abdullah University of Science and Technology (KAUST)en
kaust.authorSamanta, Pralok K.en
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